Technical Support Specialist
Job in
Chicago, Cook County, Illinois, 60290, USA
Listed on 2026-02-12
Listing for:
INSPYR Solutions
Full Time
position Listed on 2026-02-12
Job specializations:
-
IT/Tech
IT Support, Technical Support, Systems Administrator, HelpDesk/Support
Job Description & How to Apply Below
We are seeking a Level 2 Technical Support Specialist for an exciting contract-to-hire opportunity!
The Technical Support Specialist will handle day-to-day technical support as well as more complex IT operational needs. This role combines hands-on support with strategic thinking to modernize processes, identify cost-effective improvements, and strengthen the overall IT environment.
Key Responsibilities- Provide Level 2 support across hardware, software, networking, and end-user issues
- Serve as the primary break-fix resource, troubleshooting switches, devices, and peripherals
- Support domain control, network fundamentals, and basic networking tasks
- Manage and maintain the Microsoft 365 environment (Teams, Outlook, Office applications)
- Support core business systems
- Identify outdated processes or unnecessary spend and recommend improvements
- Implement modern, cost-effective solutions to improve efficiency
- Collaborate with Managed Services Partners (NIE) to ensure strong governance and system stability
- Provide clear communication and documentation for end users and leadership
- Support both routine issues (e.g., “fix a keyboard”) and higher-level operational needs
- 3–5+ years of IT support experience, ideally in a Level 2 role
- Strong troubleshooting skills across hardware, software, and networking
- Experience with Microsoft environments (Microsoft 365, Teams, Outlook, domain services)
- Ability to support multiple business systems and learn new platforms quickly
- Solid Excel and communication skills
- Familiarity with basic AI tools and modern productivity technologies
- Strategic mindset with the ability to challenge and improve outdated processes
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